NHC-Catalyzed Regioselective Intramolecular Radical Cyclization Reaction for the Synthesis of Benzazepine Derivatives
Nengneng Zhou, Fangli Zhao, Lei Wang, Xiang Gao, Xiaowei Zhao, Man Zhang
Abstract
A novel and efficient strategy for the synthesis of a series of structurally interesting benzazepine derivatives via an N -heterocyclic carbene-catalyzed regioselective intramolecular radical cyclization has been developed. This protocol features good regioselectivity, good functional-group compatibility, and wide substrate scope, providing a transition-metal- and oxidant-free pathway to access the seven-membered rings under mild reaction conditions. Additionally, further transformation of benzazepines and a large-scale experiment were also conducted.
Topics & Concepts
BenzazepinesRegioselectivityChemistryIntramolecular forceBenzazepineCatalysisCombinatorial chemistryFunctional groupRadical cyclizationStereochemistryOrganic chemistryPolymerN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods